2-tert-butyl-9-chloro-6H-benzo[c]chromene | 1415223-15-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-tert-butyl-9-chloro-6H-benzo[c]chromene
• CAS: 1415223-15-2
• 化学式: C₁₇H₁₇ClO
• 分子量: 272.774
• InChiKey: HLUDLUMYDFSKER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-tert-butyl-9-chloro-6H-benzo[c]chromene 在 吡啶 、 叔丁基过氧化氢 、 potassium iodide 作用下， 以 水 、 乙腈 为溶剂， 反应 48.0h， 以92%的产率得到2-tert-butyl-9-chloro-6H-benzo[c]chromen-6-one
  参考文献：
  名称：

  A Metal-Free Oxidation of Benzo[c]chromen to Benzo[c]chromen-6-ones by t-Butyl Hydroperoxide in the Presence of Potassium Iodide

  摘要：

  An effective and eco-friendly oxidation method for the synthesis of benzo[c]chromen-6-ones is described. The condition constitutes 6 molar ratio TBHP, catalytic KI and pyridine in acetonitrile as the solvent. Altogether, 16 structurally diverse substituted benzo[c]chromen-6-ones were prepared through this protocol from corresponding benzo[c]chromenes in excellent yields.

  DOI：

  10.3987/com-13-12760
• 作为产物：
  描述：

  2-硝基-4-叔丁基苯酚 在 tetrafluoroboric acid 、 tin (IV) chloride pentahydrate 、 palladium diacetate 、 potassium carbonate 、 sodium nitrite 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 生成 2-tert-butyl-9-chloro-6H-benzo[c]chromene
  参考文献：
  名称：

  Synthesis of substituted 6H-benzo[c]chromenes: a palladium promoted ring closure of diazonium tetrafluoroborates

  摘要：

  A highly efficient palladium-catalysed phenyl diazonium tetrafluoroborate participation of C-H activation ring closure protocol has been developed. A series of 6H-benzo[c]chromenes have been synthesized by intramolecular cyclization of ortho diazonium salts tetrafluoroborate of benzyloxyphenyl (Method A), or phenoxymethyl phenyl (Method B). The transformation allows the synthesis of 6H-benzo[c]chromenes with a wide variety of functional groups and substitution patterns from simple and easily accessible precursors. Crown Copyright (c) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.038

文献信息

• A Metal-Free Oxidation of Benzo[c]chromen to Benzo[c]chromen-6-ones by t-Butyl Hydroperoxide in the Presence of Potassium Iodide
  作者：Zhen-Ting Du、Tao Zhang、Jing Zhou、Pan Han、Ying-Meng Xu

  DOI：10.3987/com-13-12760

  日期：——

  An effective and eco-friendly oxidation method for the synthesis of benzo[c]chromen-6-ones is described. The condition constitutes 6 molar ratio TBHP, catalytic KI and pyridine in acetonitrile as the solvent. Altogether, 16 structurally diverse substituted benzo[c]chromen-6-ones were prepared through this protocol from corresponding benzo[c]chromenes in excellent yields.
• Synthesis of substituted 6H-benzo[c]chromenes: a palladium promoted ring closure of diazonium tetrafluoroborates
  作者：Jing Zhou、Liang-Zhu Huang、You-Qiang Li、Zhen-Ting Du

  DOI：10.1016/j.tetlet.2012.10.038

  日期：2012.12

  A highly efficient palladium-catalysed phenyl diazonium tetrafluoroborate participation of C-H activation ring closure protocol has been developed. A series of 6H-benzo[c]chromenes have been synthesized by intramolecular cyclization of ortho diazonium salts tetrafluoroborate of benzyloxyphenyl (Method A), or phenoxymethyl phenyl (Method B). The transformation allows the synthesis of 6H-benzo[c]chromenes with a wide variety of functional groups and substitution patterns from simple and easily accessible precursors. Crown Copyright (c) 2012 Published by Elsevier Ltd. All rights reserved.